HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → ethyl 3-chloro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Ethyl indole-2-carboxylate | HCID 73125 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | ethyl 3-chloro-1H-indole-2-carboxylate | HCID 13329562 | 73% |
Reaction Steps
Ethyl 1H-indole-2-carboxylate (26.45 mmol, 1.0 equiv.) was dissolved in CCl4 (26 ml); NCS (29.10 mmol, 1.1 equiv.) was added and the mixture was heated for 16 h at boiling temperature. The resulting solid was filtered out, and the filtrate was washed with water (2×50 ml) and sat. NaCl solution (50 ml), dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by column chromatography (10% ethyl acetate in hexane). Yield: 73%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492559B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1303256fd9f64009bd2f74afa1f7fe53 |
| Source note | uspto-grants-2013_07 |